Ammonium formate → HCID 178481130, compound

Participants

Reaction Conditions

Reaction Steps

1,1-Dimethylethyl 3-[({3-[(9-chloro-4-methyl-5-oxo-2,3,4,5-tetrahydro-1,4-benzoxazepin-8-yl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]phenyl}carbonyl)amino]-1H-pyrazole-1-carboxylate (107 mg, 0.17 mmol) was dissolved in ethanol (4 mL) and ammonium formate (125 mg, 1.7 mmol) was added in one portion. The reaction was blanketed with argon and 10% palladium on charcoal (30 mg) was added. The mixture was heated to 140° C. for 15 minutes in a microwave reactor then the mixture filtered through diatomaceous earth, washed well with ethanol and evaporated in vacuo. The crude product was chromatographed on silica, eluting with a gradient of 0-10% methanol in DCM, to give the desired compound as a white foam (60 mg). 1H NMR δ (CDCl3): 2.12-2.29 (2H, m), 3.21 (3H, s), 3.57-3.60 (2H, m), 3.88-4.02 (5H, m), 4.41 (2H, t), 4.99 (1H, m), 6.58 (1H, d), 6.70-6.75 (1H, m), 6.76-6.79 (1H, m), 6.81 (1H, d), 7.19 (1H, s), 7.27 (1H, s), 7.51 (1H, d), 7.85 (1H, d), 9.23 (1H, s); m/z 465 (M+H)+, 463 (M−H)−

Provenance & Evidence